Here we are again with another anal ravaging by Castro Supreme. This week's update features Sean Slater, a beefy looking cock swallowing dude that just can't live with out a big black dick in his asshole. Cum watch Castro fuck this dudes booty hole until he cries! Peace out Bitches!

This site itsgonnahurt is no fucking joke. We brought in this dude Tony Douglas. Tony craves black dick. He receives what he craves right up his tight little asshole. He then proceeds to scream like a bitch in heat and pant like a dog while Castro puts a blistering beating down on him until he receives his man milkshake all over his face. LOL

A lot of people ask... "Is this Real?", "Is Castro's Cock that Big?" Well, my friends... go ask Noah Brooks, the latest victim on It's Gonna Hurt. Noah always wanted to try a big black dick. Now he has, and I'm pretty sure he will never do it again. He received a savage asshole stretching with a side of cream sauce. We warned him... It's Gonna Hurt!

Hey people this weeks It's gonna Hurt update is the tits. We had this jacked diesel broski named Rock return for his second time here on its gonna hurt. Last time he was here he had the pleasure of getting his asshole ripped open by Castro. This time he fucks Izzy and my friends its not pretty and I think he had to leave the shoot wearing a depends cause his shit got pushed the fuck in! Watch and drool

Castro Supreme is back with another cock throbbing update of IT's Gonna Hurt. He's going to love who we have for him today. Jr's petite but has enough junk in his trunk for Castro Supreme's liking. Jr was amazed at how huge his cock was. He's never seen anything like that before. All he could think was. How the fuck is that monstrous cock going to fit in my little bum-hole. There's no need to worry Jr. Castro Supreme is going to make sure it fits. He'l ease his way inside that little asshole of yours until that anaconda is balls-deep. Ouch! It's Gonna Hurt!

A super fan of Castro's huge cock can't wait to experience and tell all his friends how it really went down. He can't believe how big his fucking cock is; he even takes pictures of him like he met a celebrity; I think he even tries to talk to it and say HELLO! He jumps right into to some great BJ action taking all that cock in his mouth. It looks fucking amazing; especially when he spreads his legs wide, ear to ear, and lets Castro and his partner in crime straight pound his tight asshole to make him scream like a girl! He takes as much as he can of Castro's UNIT and totally thanks him numerous times, lol. This might be Castro's #1 fan! Who's next to try out the MONSTER? Maybe you.

This itsgonnahurt shoot features this guy Erick who is a man of few words with one thing on his mind and that is big black dick that will bring him more pain than he can bare. He actually handles being double stuffed by Castro and Izzy pretty well. In the end he got what he came for: A swollen asshole and cum all over his lips. He took his savage asshole ripping like a champ! Good job Erick your pain is our reward! Peace out fuckers!

So we got a new It's Gonna Hurt update. This guy Jared came to test his will by taking a massive size cock up his poop chute! Unfortunately for Jared he will be shitting weird for the rest of his life. Castro literally gutted this poor man's insides. Come all who dare to test Castro's big black dick up their ass!

Hey people... Castro breaks this guy Joey Baltimores Ass in half. Joey is a pretty ripped dude that has a fat ass and loves getting his ass packed with big black salami. This guy loved every second of the anal scene with Castro Supreme. He screamed with joy as Castro savagely fucked him until he blasted his face with hot cum. Winning!

This week on itsgonnahurt we brought in this cat named Austin. He said he had a pretty high pain tolerance but it seems he did not... because he was squealing like a pig about to get its head cut off as Izzy's massive black cock entered his alimentary canal or (asshole). On scale of one-to-ten, ten being the high side I would have to rate this guys pain tolerance as a viewer 2! Cum watch this great demonstration of interracial man love! Peace out!

In this weeks It's Gonna Hurt were out trying to find a lucky winner for my friend izzy he has been dying to get some ass so I came up with an idea and I used the fact that there was a big event going on tonight and used it to my full advantage.So were out doing our thing and this guy out of nowhere comes up to us asking for tickets like a fiend or something but luckily I did have some spair tickets in hand but in order for him to get these tickets he has to do my friend Izzy I mean literally he as to suck his cock and let him fuck him in the ass and all and be hold he took the exchange if you may lol my boy let this little white boy have it,let's just say he earned them tikets lol Stay Tuned!

If you're reading this... most likely you love watching little tight assholes get ripped open by big black cock, so you are in the right place! Today we brought in this little euro dude named Hanz gets who his guts wrenched by Castro's big black cock. I will say, this little fucker took it like a champ and then caught a nice warm load on his chin! Happy Humping!

This week on itsgonnahurt we brought in this guy David who is a repeat offender on this site with a craving for chocolate dick. It's a little strange how much this guy likes getting fucked by giant black cock, but we are here to please everyone, so if you like it cum get some. If you need money cum get some. If you're a sick twisted fuck that likes pain, cum gets some. This video is really good with lots of deep throat dick sucking and plenty of butt sex for all! Enjoy!

What's happening my bitches! We got a nice update for you today with Tony. He's hungry for some cock, some dragon cock that is! Poor Tony, I'm not too sure he really knew what he was in for. He claims he was ready, but from his expression when Castro came around the corner and surprised him, he was nothing but stunned! Tony didn't miss a beat though. He jumped on the hook right off the bat. Castro had him in all sorts of positions. Tony found out pretty quickly that It's Gonna Hurt when you get the Hook!!!!

Attention all you sick twisted fuckers. This week we brought in this Midwesterner Gene to pleasure Castro's big hard meat pipe. It seems that Gene might have bit off more than he could chew. Castro buries his huge dick deep into Genes tight little asshole. I promise your gonna love watching these two boys love on each other! Later fuckers!